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Intrachain end-to-end charge transfer interaction in oligosarcosines

✍ Scribed by Masahiko Sidido; Yoshihiro Kanazawa; Yukio Imanishi

Book ID
102765124
Publisher
Wiley (John Wiley & Sons)
Year
1981
Tongue
English
Weight
528 KB
Volume
20
Category
Article
ISSN
0006-3525

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✦ Synopsis

Abstract

Oligosarcosines with two to seven sarcosine units terminated by an electron donor (p‐dimethylaminoanilide group) and an electron acceptor (3,5‐dinitrobenzoyl group) were synthesized by a liquid‐ or solid‐phase method. The oligomers showed a distinct charge‐transfer (CT) absorption in chloroform and ethanol solutions at low enough concentrations to eliminate the contribution of intermolecular CT interaction. Fractions of the oligomers which form the intrachain CT complex were evaluated at infinite dilution and plotted as a function of the number of sarcosine units n. The plot showed an alternating higher and lower tendency with the increase of n from n = 3 to 7; the total maximum was found at n = 4. The maximum reached 0.24 in chloroform, which is higher than that expected for an unperturbed oligosarcosine chain free from the end‐to‐end interaction, by an approximate factor of 50. The alternating chain‐length dependence was found to be governed by an alternating tendency in the conformational enthalpy required for cyclization.

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